Cheapest one-way flights from Chicago to Toronto in October from 40€

AirHint found the following cheapest one-way flights from Chicago (MDW) to Toronto (YTZ) in October 2025 (see full year).

One-Way flights

04 Oct Porter Airlines (Canada) Ltd direct
05 Oct Porter Airlines (Canada) Ltd direct
23 Oct Porter Airlines (Canada) Ltd direct
24 Oct Porter Airlines (Canada) Ltd direct
25 Oct Porter Airlines (Canada) Ltd direct
16 Oct Porter Airlines (Canada) Ltd direct
10 Oct Porter Airlines (Canada) Ltd direct
21 Oct Porter Airlines (Canada) Ltd direct
14 Oct Porter Airlines (Canada) Ltd direct
12 Oct Porter Airlines (Canada) Ltd direct

Also check the deals for return flights from Chicago to Toronto in October.

Skyscanner

The deals are updated regularly. The prices may go up as tickets are purchased by other travellers. Only the cheapest flights are offered. Select a price to book and secure these cheap prices.

Book a cheap hotel in Toronto

Cheap car rent in Toronto

Feel free to contact us with any feedback or request another flight research.